Tax & Compliance Operations Specialist

Summary

Join Check's Tax Operations team as a Tax Operations Specialist and contribute to operational excellence by executing and optimizing critical tax functions. You will ensure tax compliance, manage corrections and amendments, balance tax accounts, and resolve complex tax escalations. This role requires a hands-on approach to problem-solving and optimizing complex systems. You will partner with various teams to streamline tax workflows and enhance compliance and partner satisfaction. The ideal candidate possesses 3–5 years of experience in tax operations, compliance, or related fields, along with strong knowledge of tax filing and remittance processes. Check offers a comprehensive benefits package including medical, dental, vision, disability, and life insurance, stock options, flexible PTO, parental leave, 401(k), and a monthly stipend.

Requirements

• 3–5 years of experience in tax operations, compliance, payroll, or related functions, with strong knowledge of tax filing and remittance processes
• Experience handling corrections, amendments, and account reconciliations in a payroll or tax context
• Familiarity with compliance requirements and best practices in a regulated operational environment
• Demonstrated ability to identify process improvements and implement operational solutions at scale
• Strong problem-solving, organizational, and communication skills
• Comfort working cross-functionally to support product and partner outcomes
• A partner-first mindset with a strong focus on quality, efficiency, and service

Responsibilities

• Ensure tax compliance by executing accurate filings and remittances and proactively updating filing specifications and systems in response to regulatory changes
• Manage corrections and amend tax returns as needed, working within established workflows and partnering across teams to resolve discrepancies
• Balance tax accounts and reconcile discrepancies to support accurate and timely tax reporting
• Assist in resolving complex tax escalations through root cause analysis and cross-functional collaboration
• Identify opportunities to simplify and optimize tax operations, proposing process improvements and leveraging data for continuous refinement
• Partner closely with Payroll Operations, R&D, and Revenue teams to streamline tax workflows and contribute to initiatives that enhance compliance and partner satisfaction

Benefits

• Company-sponsored medical, dental, vision, short-term/long-term disability, and basic life insurance coverage
• Stock options
• Flexible PTO and sick leave
• 16 weeks of fully paid parental leave for all new parents
• Flexible return-to-work
• 9 annual holidays
• A 401(k) retirement plan
• A $100 monthly stipend for home internet and mobile phone expenses